Helvetica Chimica Acta p. 539 - 547 (1998)
Update date:2022-08-03
Topics:
De Tullio, Pascal
Felikidis, Apostolos
Pirotte, Bernard
Liegeois, Jean-Francois
Stachow, Monique
Delarge, Jacques
Ceccato, Attilio
Hubert, Philippe
Crommen, Jacques
Geczy, Joseph
Pirlindole is an antidepressant drug. It acts principally as reversible inhibitor of monoamine oxidase-A (RIMA) and appears relatively potent in comparison with reference drugs. Pirlindole possesses stereogenic center but is generally used as racemate. In this work, the first preparative resolution of its enantiomeric couple is described. Whereas selective crystallization of salts of chiral acid failed, two asymmetric synthetic pathways were also examined; however, without success. Finally separation and isolation of enantiomers of pirlindole was completed by using the derivatization method coupled with preparative HPLC. Optical purity of each isomer was determined by chiral HPLC. The specific rotation of each antipode was also determined.
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